Compound Information

General Information of the Compound

Compound ID

CP0034701

Compound Name

N-[2-(5-methoxy-1H-indol-3-yl)ethyl]acetamide

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Synonyms

Circadin

4-ACETAMIDO-4'-ISOTHIO-CYANATOSTILBENE-2,2'-DISULFONIC ACID

5-Methoxy-N-acetyltryptamine

73-31-4

Acetamide, N-(2-(5-methoxy-1H-indol-3-yl)ethyl)-(9CI)

Acetamide, N-(2-(5-methoxyindol-3-yl)ethyl)-

Acetamide, N-[2-(5-methoxy-1H-indol-3-yl)ethyl]-

Acetamide, N-[2-(5-methoxy-1H-indol-3-yl)ethyl]-(9CI)

Acetamide, N-[2-(5-methoxyindol-3-yl)ethyl]-(6CI,8CI)

Acetamide, {N-[2-(5-methoxy-1H-indol-3-yl)ethyl]-}

Acetamide, {N-[2-(5-methoxyindol-3-yl)ethyl]-}

BRN 0205542

CCRIS 3472

CHEMBL45

Circadin

EINECS 200-797-7

IN1244

JL5DK93RCL

M 5250

M-1200

M-1250

M1105

ML1

MT6

Mela-T

Melapure

Melatol

Melatonex

Melatonex, Melatonin

Melatonin

Melatonina

Melatonina (TN)

Melatonine

Melovine

N-(2-(5-Methoxy-1H-indol-3-yl)ethyl)acetamide

N-(2-(5-Methoxyindol-3-yl)ethyl)acetamide

N-Acetyl-5-methoxytryptamine

N-[2-(5-Methoxy-1H-indol-3-yl)-ethyl]-acetamide

N-[2-(5-Methoxy-1H-indol-3-yl)ethyl]acetamide

N-[2-(5-methoxy-1H-indol-3-yl)ethyl]acetamide

N-[2-(5-methoxyindol-3-yl)ethyl]acetamide

N-acetyl-5-methoxy-tryptamine

NMR/14327425

NSC 113928

Nature'S Harmony

Night Rest

PREVENTION 1 (MELATONIN) (PREVENTION 1)

PREVENTION 2 (MELATONIN)

PREVENTION 3 (MELATONIN)

PREVENTION 4 (MELATONIN)

PREVENTION 5 (MELATONIN)

Pineal Hormone

Posidorm

Revital Melatonin

Rx Balance

Sleep Right

TNP00300

UNII-JL5DK93RCL

Vivitas

[3H]melatonin

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Structure

Formula

C13H16N2O2

Molecular Weight

232.283

Canonical SMILES

COc1ccc2[nH]cc(CCNC(C)=O)c2c1

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InChI

InChI=1S/C13H16N2O2/c1-9(16)14-6-5-10-8-15-13-4-3-11(17-2)7-12(10)13/h3-4,7-8,15H,5-6H2,1-2H3,(H,14,16)

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InChIKey

DRLFMBDRBRZALE-UHFFFAOYSA-N

CAS

73-31-4

Physicochemical Property

logP	1.8551
Rotatable Bonds	4
Heavy Atom Count	17
Polar Areas	54.12
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	2
Complexity	17

"RO5" indicates the cutoff set by lipinski's rule of five:

(1) Molecular weight less than 500 Dalton;

(2) xlogp less than 5;

(3) No more than 5 hbonddonor (Hydrogen Bond Donor Count);

(4) No more than 10 hbondacc (Hydrogen Bond Acceptor Count);

(5) No more than 10 rotbonds (Rotatable Bond Count).

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PubChem ID

CID: 896

SID: 56310582

ChEMBL ID

CHEMBL45

DrugBank ID

DB01065

Map of Molecular Bioactivity Related to the Compound

Map of Molecular Bioactivity Related to the Compound Compound Cell Line Protein Bioactivity Value: <= 0.1 μM > 0.1 μM and <= 10 μM > 10 μM Imprecise Activity

Table of Molecular Bioactivities Related to the Compound

Protein ID: PT06109, Geminin

Protein Info

Cell-based Assay

Cell Line ID	Cell Line Name	Cell Line Organism
CL000015	SW480 Cell Line Info	Homo sapiens (Human)	1
1	Potency ~ 562.3 nM Bioactivity Info	TI LI LO TS

Protein ID: PT01194, Histamine H3 receptor

Protein Info

Cell-based Assay

Cell Line ID	Cell Line Name	Cell Line Organism
CL000006	HEK293 Cell Line Info	Homo sapiens (Human)	1
1	Ki = 0.5 nM Bioactivity Info	TI LI LO TS

Protein ID: PT01843, Melatonin receptor type 1A

Protein Info

Cell-based Assay

Cell Line ID	Cell Line Name	Cell Line Organism
CL000011	CHO Cell Line Info	Cricetulus griseus (Chinese hamster)	20
1	EC50 = 0.0257 nM Bioactivity Info	TI LI LO TS
2	EC50 = 0.026 nM Bioactivity Info	TI LI LO TS
3	EC50 = 0.098 nM Bioactivity Info	TI LI LO TS
4	EC50 = 0.11 nM Bioactivity Info	TI LI LO TS
5	EC50 = 1.5 nM Bioactivity Info	TI LI LO TS
6	EC50 = 1.92 nM Bioactivity Info	TI LI LO TS
7	EC50 = 2.2 nM Bioactivity Info	TI LI LO TS
8	EC50 = 2.24 nM Bioactivity Info	TI LI LO TS
9	IC50 = 0.11 nM Bioactivity Info	TI LI LO TS
10	Ki = 0.091 nM Bioactivity Info	TI LI LO TS
11	Ki = 0.13 nM Bioactivity Info	TI LI LO TS
12	Ki = 0.18 nM Bioactivity Info	TI LI LO TS
13	Ki = 0.2 nM Bioactivity Info	TI LI LO TS
14	Ki = 0.22 nM Bioactivity Info	TI LI LO TS
15	Ki = 0.23 nM Bioactivity Info	TI LI LO TS
16	Ki = 0.24 nM Bioactivity Info	TI LI LO TS
17	Ki = 0.27 nM Bioactivity Info	TI LI LO TS
18	Ki = 0.296 nM Bioactivity Info	TI LI LO TS
19	Ki = 0.4571 nM Bioactivity Info	TI LI LO TS
20	Ki = 0.525 nM Bioactivity Info	TI LI LO TS
CL000006	HEK293 Cell Line Info	Homo sapiens (Human)	5
1	IC50 = 0.2 nM Bioactivity Info	TI LI LO TS
2	Ki = 0.12 nM Bioactivity Info	TI LI LO TS
3	Ki = 0.14 nM Bioactivity Info	TI LI LO TS
4	Ki = 0.2 nM Bioactivity Info	TI LI LO TS
5	Ki = 0.25 nM Bioactivity Info	TI LI LO TS
CL000035	NIH 3T3 Cell Line Info	Mus musculus (Mouse)	13
1	Ki = 0.1413 nM Bioactivity Info	TI LI LO TS
2	Ki = 0.2 nM Bioactivity Info	TI LI LO TS
3	Ki = 0.2042 nM Bioactivity Info	TI LI LO TS
4	Ki = 0.263 nM Bioactivity Info	TI LI LO TS
5	Ki = 0.2884 nM Bioactivity Info	TI LI LO TS
6	Ki = 0.2951 nM Bioactivity Info	TI LI LO TS
7	Ki = 0.3 nM Bioactivity Info	TI LI LO TS
8	Ki = 0.3236 nM Bioactivity Info	TI LI LO TS
9	Ki = 0.3311 nM Bioactivity Info	TI LI LO TS
10	Ki = 0.389 nM Bioactivity Info	TI LI LO TS
11	Ki = 0.39 nM Bioactivity Info	TI LI LO TS
12	Ki = 0.4 nM Bioactivity Info	TI LI LO TS
13	Ki = 0.66 nM Bioactivity Info	TI LI LO TS

Biochemical Assays

1	IC50 = 0.18 nM
2	IC50 = 0.2 nM
3	IC50 = 0.44 nM
4	IC50 = 0.53 nM
5	IC50 = 0.6 nM
6	Kd = 0.15 nM
7	Ki = 0.0823 nM
8	Ki = 0.11 nM
9	Ki = 0.166 nM
10	Ki = 0.35 nM
11	Ki = 0.37 nM
12	Ki = 0.4 nM
13	Ki = 0.53 nM
14	Ki = 0.88 nM

Protein ID: PT02174, Melatonin receptor type 1B

Protein Info

Cell-based Assay

Cell Line ID	Cell Line Name	Cell Line Organism
CL000011	CHO Cell Line Info	Cricetulus griseus (Chinese hamster)	19
1	EC50 = 0.069 nM Bioactivity Info	TI LI LO TS
2	EC50 = 0.07 nM Bioactivity Info	TI LI LO TS
3	EC50 = 0.42 nM Bioactivity Info	TI LI LO TS
4	EC50 = 0.47 nM Bioactivity Info	TI LI LO TS
5	EC50 = 0.49 nM Bioactivity Info	TI LI LO TS
6	EC50 = 0.82 nM Bioactivity Info	TI LI LO TS
7	EC50 = 0.8511 nM Bioactivity Info	TI LI LO TS
8	Ki = 0.12 nM Bioactivity Info	TI LI LO TS
9	Ki = 0.13 nM Bioactivity Info	TI LI LO TS
10	Ki = 0.15 nM Bioactivity Info	TI LI LO TS
11	Ki = 0.21 nM Bioactivity Info	TI LI LO TS
12	Ki = 0.23 nM Bioactivity Info	TI LI LO TS
13	Ki = 0.29 nM Bioactivity Info	TI LI LO TS
14	Ki = 0.35 nM Bioactivity Info	TI LI LO TS
15	Ki = 0.41 nM Bioactivity Info	TI LI LO TS
16	Ki = 0.429 nM Bioactivity Info	TI LI LO TS
17	Ki = 0.52 nM Bioactivity Info	TI LI LO TS
18	Ki = 0.741 nM Bioactivity Info	TI LI LO TS
19	Ki = 0.955 nM Bioactivity Info	TI LI LO TS
CL000006	HEK293 Cell Line Info	Homo sapiens (Human)	6
1	IC50 = 0.53 nM Bioactivity Info	TI LI LO TS
2	Ki = 0.31 nM Bioactivity Info	TI LI LO TS
3	Ki = 0.34 nM Bioactivity Info	TI LI LO TS
4	Ki = 0.41 nM Bioactivity Info	TI LI LO TS
5	Ki = 0.5 nM Bioactivity Info	TI LI LO TS
6	Ki = 0.53 nM Bioactivity Info	TI LI LO TS
CL000035	NIH 3T3 Cell Line Info	Mus musculus (Mouse)	11
1	Ki = 0.2399 nM Bioactivity Info	TI LI LO TS
2	Ki = 0.257 nM Bioactivity Info	TI LI LO TS
3	Ki = 0.2818 nM Bioactivity Info	TI LI LO TS
4	Ki = 0.2884 nM Bioactivity Info	TI LI LO TS
5	Ki = 0.3 nM Bioactivity Info	TI LI LO TS
6	Ki = 0.33 nM Bioactivity Info	TI LI LO TS
7	Ki = 0.3388 nM Bioactivity Info	TI LI LO TS
8	Ki = 0.35 nM Bioactivity Info	TI LI LO TS
9	Ki = 0.3548 nM Bioactivity Info	TI LI LO TS
10	Ki = 0.6166 nM Bioactivity Info	TI LI LO TS
11	Ki = 0.7 nM Bioactivity Info	TI LI LO TS

Biochemical Assays

1	IC50 = 0.3 nM
2	IC50 = 0.53 nM
3	Kd = 0.15 nM
4	Ki = 0.18 nM
5	Ki = 0.195 nM
6	Ki = 0.2951 nM
7	Ki = 0.3 nM
8	Ki = 0.32 nM

Protein ID: PT02130, Ribosyldihydronicotinamide dehydrogenase [quinone]

Protein Info

Cell-based Assay

Cell Line ID	Cell Line Name	Cell Line Organism
CL000011	CHO Cell Line Info	Cricetulus griseus (Chinese hamster)	1
1	IC50 = 64.57 nM Bioactivity Info	TI LI LO TS

Biochemical Assays

1	IC50 = 64.6 nM
2	IC50 = 6600 nM

Clinical Information about the Compound

Drug 1 ( Melatonin )

Drug Name	Melatonin
Indication	Insomnia Approved
Target(s)	Quinone reductase 2 (NQO2) Target Info Inhibitor Melatonin receptor type 1A (MTNR1A) Target Info Binder

Drug 2 ( Melatonin )

Drug Name	Melatonin
Indication	Coronavirus Disease 2019 (COVID-19) Phase 2/3

Cite

About MolBiC

Correspondence

Prof. Feng ZHU

Prof. Leo, Lianyi Han